Classic Harbor Line Boston

Come sail with us in Boston Harbor!

60 Rowes Wharf, Boston, MA 02110

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Dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston, we here at Classic Harbor Line are looking forward to the privilege of escorting you on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor: Schooner Adirondack III. Boston's rich maritime history is best viewed from the water, so why not do it in style? While out on the water on Bostons best boat tour, you will be treated to skyline view and Boston Harbor that cannot be captured any other way. This is the best way to go sightseeing in Boston! So come on out, kick up your feet, and let the Classic Harbor Line crew do all the heavy lifting (and drink pouring) for you. Sailing on the Adirondack III with us will provide a new perspective on the city of Boston for the first time visitor and the seasoned local alike!

Available Deal:

  • Classic Harbor Line Discount

    Use online promo code MASS10 and receive $10 off each ticket of any of Classic Harbor Line Bostons activities. Day Sails,...

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    Wed, Apr 2 - Mon, Oct 13, 2014

Upcoming Event:

  • Boston Champagne Sunset Sail

    A perfect way to wind down after work or begin a night of romance.... Experience a beautiful Boston harbor sunset...

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    Wed, May 28 - Sun, Aug 17, 2014

Upcoming Event:

  • Classic Day Sail aboard Schooner Adirondack III

    Our classic afternoon sails are the perfect way to see the sights of Massachusetts. Experience Boston like you never have...

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    Fri, May 30 - Sun, Oct 12, 2014

Upcoming Event:

  • Champagne City Lights Sail aboard Schooner Adirondack III

    A perfect date night or after work escape! This serene sail allows you to experience Boston like you never have....

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    Fri, Jun 27 - Sat, Aug 30, 2014

Upcoming Event:

  • Morning Mimosa Sail aboard Schooner Adirondack III

    Rise and shine, you are in Boston and what a better way to start the day but on an invigorating...

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    Sat, Jul 5 - Sat, Aug 30, 2014

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

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    Thu, Aug 7, 2014

Upcoming Event:

  • Full Moon Sail aboard Schooner Adirondack III

    Hop on board the elegant Adirondack III - a classic 80 foot pilot schooner, for our Full Moon Sail to see...

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    Sat, Aug 9, 2014

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Thu, Aug 14, 2014

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Thu, Aug 21, 2014

Upcoming Event:

  • Sails & Ales Featuring Harpoon Brewery

    Join us for an exciting sunset sail and beer tasting with a local favorite, Harpoon brewery! This is not just...

    See Event

    Thu, Aug 28, 2014

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

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    Sat, Aug 30, 2014

Upcoming Event:

  • Boston Harbor Island Labor Day Sail

    Step aboard the Schooner Adirondack III for a 3-hour picnic excursion to explore the Boston Harbor Islands by sail. Known...

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    Mon, Sep 1, 2014

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

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    Mon, Sep 1, 2014

Upcoming Event:

  • Boston Harbor Islands Picnic Sail on Adirondack III

    Step aboard the Schooner Adirondack III for a three hour picnic excursion to explore the Boston Harbor Islands by sail....

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    Sat, Sep 20, 2014

Upcoming Event:

  • Fall Foliage Schooner Sail

    Autumn is one of the most stunning times of year in New England. Known for the vibrant foliage, people are...

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    Sat, Oct 4, 2014

Upcoming Event:

  • Fall Foliage Schooner Sail

    Autumn is one of the most stunning times of year in New England. Known for the vibrant foliage, people are...

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    Sun, Oct 5, 2014

Upcoming Event:

  • Fall Foliage Schooner Sail

    Autumn is one of the most stunning times of year in New England. Known for the vibrant foliage, people are...

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    Sat, Oct 11, 2014

Upcoming Event:

  • Fall Foliage Schooner Sail

    Autumn is one of the most stunning times of year in New England. Known for the vibrant foliage, people are...

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    Sun, Oct 12, 2014

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